189136-39-8

Upstream product

• 593-71-5 Chloroiodomethane 
• 141207-99-0 N-methoxy-N,5-dimethyl-7-(2,6,6-trimethyl-1-cyclohexenyl)-2,4,6-heptanetrienamide 

Downstream Products

• 189136-40-1 (2Z,4E,6E,8E)-3-Chloromethyl-7-methyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraenenitrile 
• 189136-42-3 3-(hydroxymethyl)-7-methyl-9-(2,6,6-trimethylcyclohexenyl)-2,4,6,8-nonatetraenenitrile 
• 189136-41-2 Acetic acid (3E,5E,7E)-2-[1-cyano-meth-(Z)-ylidene]-6-methyl-8-(2,6,6-trimethyl-cyclohex-1-enyl)-octa-3,5,7-trienyl ester 

Relevant academic research and scientific papers

Synthesis of 19-fluororetinal and 20-fluororetinal

We have investigated methods to monofluorinate the methyl positions 19 and 20 in retinal, and we describe a general, mild strategy that proceeds in high yields and is compatible with current carbon-13 labeling strategies. The new sequence consists of the conversion of N-methoxy-N-methylamides via the α-chloromethyl ketone to the corresponding γ-hydroxy nitrile, which can subsequently be fluorinated by (diethylamido)sulfur trifluoride (DAST).